How do I nicely tell my best friend we can’t be friends anymore? He has a fiancé and kids.

Question

We have been best friends since I was 14 and he was 16. We dated for about 4 months at that time and then broke up. We have remained very close friends since then. He now has a fiancé and a baby with her with another on the way. He always texts me telling me he dislikes her so much and wants me and regrets breaking up with me and he loves me so much and wants to move away with me and start a family while also of course taking care of the kids he has now. I want no part of it. I do not entertain these conversations and honestly they’re becoming more frequent. I dislike his fiancé because she has always bullied me (she will yell things in Spanish and throw things at me etc) while we worked together. I have never disrespected. Anytime he says things like this I ask him how his wife would feel and I tell him to ask his wife if shes okay with him saying this. She obviously isn’t. And I have zero romantic feelings towards him. Anyways how do I kindly tell him we can’t be friends? He has depression issues and stoops very low sometimes and leans on me for help sometimes and I’m just worried he may do something bad if I end our friendship.

Answer

This might be harsh but his sad or upset feelings should not be your concern. He is being unfaithful to his wife and is making you part of it. Even if you don’t entertain his messages you need to tell him to cut it out or you can’t be friends ever again. Good luck

Answer

When he says these things, say “I think it would be best we don’t talk anymore, it’s disrespectful to your fiancé. I don’t want her to think there’s anything between us, because there isn’t.” 
That way if/when she finds the message you are making it clear his feelings are not mutual and not your problem with their issues. 
This happened to me many years ago too. I thought it would be hard to let go of the friendship part, but it wasn’t. He wasn’t a good partner and I do feel bad at times I even entertained the idea when he was never single and his gf(s) and now wife were loyal

Answer

Make yourself her friend also. It will stop him calling her to you..
She sounds like she needs someone in her corner..

Answer

Dude.... just throw the whole friendship away.... you gotta look out for your wellbeing and his. He may be messing with you and your head and try to cross the line by becoming romantic with you.... 
RUNNN!

Answer

You just need to cut him off. And I'd honestly feel soooo guilty if I didnt tell his baby mama everything that he's saying and doing. Karma is a bitch.